Dimethylamine → HCID 68453327, compound

Participants

Reaction Steps

A mixture of 2-[4-(2-methoxyethoxy)phenyl]-6-propoxyimidazo[1,2-b]pyridazine (327 mg, 1 mmol), paraformaldehyde (200 mg, 6.65 mmol), aqueous dimethylamine (40% w/v, 1.0 mL, 8.5 mmol) and acetic acid (3 mL) was heated at 120° for 22 hours. The mixture was cooled and concentrated. The residue was dissolved in chloroform and extracted thrice with dilute (10%) hydrochloric acid. The combined extracts were basified with aqueous sodium hydroxide solution (25%), the resulting suspension chilled in ice and filtered by suction. The collected solid was washed twice with water and dried at the pump to provide Compound 98 (75 mg) as a beige solid. 1H n.m.r. (CDCl3) δ 1.07, t, J=7.4 Hz, 3H; 1.76-1.96, m, 2H; 2.32, s, 6H; 3.47, s, 3H; 3.74-3.82, m, 2H; 3.87, s, 2H; 4.14-4.22, m, 2H; 4.32, t, J=7.5 Hz, 2H; 6.66, d, J=9.5 Hz, 1H; 7.03, d, J=8.8 Hz, 2H; 7.77, d, J=10.2 Hz, 1H; 7.98, d, J=8.8 Hz, 2H. Mass spectrum (APCI+) m/z 385 (M+H, 60%), 340 (100).

Provenance & Evidence